6840-28-4

Basic information

• Product Name: Phosphine oxide, (4-methylphenyl)diphenyl-
• CAS NO: 6840-28-4
• Molecular Formula: C19H17OP
• Molecular Weight: 292.317
• Mol File: 6840-28-4.mol

Chemical Properties

• CAS DataBase Reference: Phosphine oxide, (4-methylphenyl)diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphine oxide, (4-methylphenyl)diphenyl-(6840-28-4)
• EPA Substance Registry System: Phosphine oxide, (4-methylphenyl)diphenyl-(6840-28-4)

Safety Data

• Hazardous Substances Data: 6840-28-4(Hazardous Substances Data)

Usage

Uses

Used in Polymer and Resin Production:
Phosphine oxide, (4-methylphenyl)diphenylis used as a flame retardant and plasticizer in the production of polymers and resins. Its flame retardant properties help to improve the safety of these materials, while its plasticizing ability enhances their flexibility and workability.
Used in Adhesive, Sealant, and Coating Manufacturing:
This chemical compound is also utilized in the manufacture of adhesives, sealants, and coatings. Its ability to improve the adhesion and flexibility of these materials makes it a valuable component in their formulation.
Used in Pharmaceutical and Agrochemical Synthesis:
Phosphine oxide, (4-methylphenyl)diphenylcan function as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Its ability to participate in a variety of chemical reactions allows it to be used in the development of new compounds for these industries.
Overall, Phosphine oxide, (4-methylphenyl)diphenylis an important chemical with numerous applications in different industries, including polymer and resin production, adhesive and sealant manufacturing, and pharmaceutical and agrochemical synthesis.

Upstream product

• 1707-03-5 diphenyl-phosphinic acid 
• 1031-93-2 diphenyl(p-tolyl)phosphine 
• 4020-99-9 diphenylphosphinous acid methyl ester 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 80359-65-5 C₁₉H₁₆CsOP 
• 108-91-8 cyclohexylamine 
• 797-70-6 tri(4-methylphenyl)phosphine oxide 
• 591-51-5 phenyllithium 
• 55743-31-2 (1-chlorovinyl)diphenylphosphine oxide 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 620-94-0 di-(p-tolyl)sulfane 
• 829-85-6 diphenylphosphane 
• 25862-12-8 bis(4-methylphenyl) selenoxide 
• 791-28-6 Triphenylphosphine oxide 

Downstream Products

• 13118-96-2 phenyl-p-tolyl-phosphinic acid 
• 75784-55-3 (p-bromomethylphenyl)diphenylphosphine oxide 
• 80359-65-5 C₁₉H₁₆CsOP 
• 108-91-8 cyclohexylamine 
• 69882-39-9 trans-4-(Diphenylphosphinyl)-stilben 
• 63403-56-5 1-(4-dimethylaminophenyl)-2-(4-diphenylphosphinoylphenyl)ethene 
• 69882-36-6 trans-4-(Diphenylphosphinyl)-4'-methoxy-stilben 
• 862164-99-6 2-decyl-2-[4-(diphenyl-phosphinoyl)-benzyl]-malonic acid diethyl ester 
• 905954-22-5 2-[4-(diphenyl-phosphinoyl)-benzyl]-2-ethyl-malonic acid diethyl ester 
• 75784-57-5 (4-diphenylphosphinyl)-benzyl diphenylphosphine oxide 
• 75784-58-6 C₃₁H₂₅⁽²⁾HO₂P₂ 
• 75784-56-4 (4-diphenylphosphinyl)-benzyl triphenylphosphonium bromide 
• 2272-04-0 diphenyl[(4-carboxy)phenyl]phosphine oxide 
• 5068-20-2 (4-(hydroxymethyl)phenyl)diphenylphosphine oxide 

Relevant articles and documents

Palladium anchored on a covalent organic framework as a heterogeneous catalyst for phosphorylation of aryl bromides

A simple azine-linked covalent organic framework (COF) with high thermal and chemical stabilities has been prepared by using deep eutectic solvent (DES) as green media. The as-synthesized COF was employed as heterogeneous ligand for immobilization of PdII. The obtained Pd-supported COF nanoparticles catalyst (defined as Pd/TFPT-Azine-COF) was found to be an efficient heterogeneous catalyst for the Hirao reaction of aryl halides and dialkyl phosphites or diphenylphosphine oxide with excellent recyclability, reusability, and retention of crystallinity.

NiCl 2as a Cheap and Efficient Precatalyst for the Coupling of Aryl Fluorosulfonate and Phosphite/Phosphine Oxide

Herein, NiCl 2is employed as a cheap precatalyst in the formation of C(sp 2)-P bond via cross-coupling reaction of phenol derivatives and phosphine oxides/phosphites. This catalytic system allows a variety of phenols with diverse functional groups to transform into phosphates with good yields. No additional additive is used in this reaction.

Palladium-Catalyzed C-P Bond-Forming Reactions of Aryl Nonaflates Accelerated by Iodide

An iodide-accelerated, palladium-catalyzed C-P bond-forming reaction of aryl nonaflates is described. The protocol was optimized for the synthesis of aryl phosphine oxides and was found to be tolerant of a wide range of aryl nonaflates. The general nature of this transformation was established with coupling to other P(O)H compounds for the synthesis of aryl phosphonates and an aryl phosphinate. The straightforward synthesis of stable, isolable aryl nonaflates, in combination with the rapid C-P bond-forming reaction allows facile preparation of aryl phosphorus target compounds from readily available phenol starting materials. The synthetic utility of this general strategy was demonstrated with the efficient preparation of an organic light-emitting diode (OLED) material and a phosphonophenylalanine mimic.

Cu/Picolinamides-Catalyzed Coupling of (Hetero)aryl Halides with Secondary Phosphine Oxides and Phosphite?

Some 4-hydroxy-picolinic acid derived amides were revealed as more efficient ligands for Cu-catalyzed coupling of (hetero)aryl halides with secondary phosphine oxides and phosphites. Only 3—5 mol% CuI and ligands were required to ensure coupling with a number of (hetero)aryl bromides and iodides to complete at 120 oC in 10—20 h.

Visible-light-induced ligand to metal charge transfer excitation enabled phosphorylation of aryl halides

We herein described a visible light induced nickel(II)-catalyzed cross-coupling of secondary phosphine oxides with aryl halides. The Ni(I)species and chlorine atom radical Cl˙ were generatedviathe ligand to metal charge transfer (LMCT) process of the NiCl2(PPh3)2, which allows nickel(IV)-phosphorus speciesin situformation, giving various tertiary phosphine oxides under photocatalyst-free conditions.

Visible-Light-Induced Nickel-Catalyzed P(O)-C(sp2) Coupling Using Thioxanthen-9-one as a Photoredox Catalysis

An efficient method has been developed for photocatalytic P(O)-C(sp2) coupling of (hetero)aryl halides with H-phosphine oxides or H-phosphites under the irradiation of visible light or sunlight. The thioxanthen-9-one/nickel dual catalysis mediates this ph

Microwave assisted P–C coupling reactions without directly added P-ligands

Our group introduced a green protocol for the Pd(OAc)2- or NiCl2-catalyzed P–C coupling reaction of aryl halides and various > P(O)H-compounds under MW conditions without directly added P-ligands. The reactivity of a few aryl derivatives in the Pd(OAc)2-catalyzed Hirao reaction was also studied. An induction period was observed in the reaction of bromobenzene and diphenylphosphine oxide. Finally, the less known copper(I)-promoted P–C coupling reactions were investigated experimentally. The mechanism was explored by quantum chemical calculations.

Efficient potassium hydroxide promoted P-arylation of aryl halides with diphenylphosphine

A simple synthetic method of triarylphosphine compounds by KOH-promoted P-Arylation reaction of aryl halides with diphenylphosphine is presented. Notably, this transformation could smoothly proceed with high yields under transition-metal-free and mild reaction conditions. In addition, this protocol is valuable for industrial application due to the convenient operation and readily accessible aromatic halides. A possible explanation of the reaction mechanism was proposed based on the experimental data.

Method for synthesizing trisubstituted arylphosphine oxide species by using diphenyl(tert-butyl)phosphine as substrate

The invention relates to a method for synthesizing a trisubstituted arylphosphine oxide species by taking diphenyl(tert-butyl)phosphine as a substrate, belonging to the technical field of organic phosphine synthesis. The method comprises the following steps: with a transition metal palladium salt as a catalyst and a hydrazine compound and diphenyl(tert-butyl)phosphine as reaction substrates, adding the reaction substrates and an alkali compound into a reaction solvent, carrying out stirring and heating, conducting reacting for a certain period of time to obtain a reaction solution, and separating and purifying the reaction solution to obtain a trisubstituted arylphosphine oxide compound, wherein the hydrazine compound is any one selected from aromatic hydrazine and aromatic heterocyclic hydrazine; and the transition metal palladium salt catalyst is selected from any one of Pd(OAc)2, Pd(dba)2 and PdCl2. Compared with a traditional synthesis method, the method has the advantages that the use of diarylphosphine oxide hydrogen is avoided, raw materials are easy to obtain, reaction conditions are mild, yield is high, and reaction selectivity is good. In general, the method is friendly to environment and simple in synthesis process, and has certain industrial application prospects.

Selective C-P(O) Bond Cleavage of Organophosphine Oxides by Sodium

Sodium exhibits better efficacy and selectivity than Li and K for converting Ph3P(O) to Ph2P(OM). The destiny of PhNa co-generated is disclosed. A series of alkyl halides R4X and aryl halides ArX all react with Ph2P(ONa) to produce the corresponding phosphine oxides in good to excellent yields.